تفاعل #62604

ord-0a64db695d6e46b6935c174f213cc5ca

معادلة التفاعل

COC(=O)c1cc2ccc(SCc3ccc(OC)cc3)cc2nc1OC
ester
COC(=O)c1cc2ccc(SCc3ccc(OC)cc3)cc2nc1OC
Methyl 2-methoxy-7-(((4-methoxyphenyl)methyl)thio)quinolin-3-carboxylate
O=CO
formic acid
O
water
S
H2S
COC(=O)c1cc2ccc(S)cc2nc1OC
title compound
COC(=O)c1cc2ccc(S)cc2nc1OC
Methyl 7-mercapto-2-methoxyquinolin-3- carboxylate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.WAITwas passed through the vigorously stirred mixture for 5 minutes
  2. 2
    أخرىThe organic phase was separated
  3. 3
    ترشيحfiltered through celite
  4. 4
    غسيلwashed with water
  5. 5
    تجفيفdried (MgSO4)

الإجراء التجريبي

A mixture of the ester from Step 4 (2.77 g), 90% formic acid (70 ml) and mercuric acetate (7.17 g) was stirred under an argon atmosphere at ambient temperature for 3 hours. The reaction mixture was poured into a mixture of water (350 ml) and CH2Cl2 (700 ml) and H2S gas was passed through the vigorously stirred mixture for 5 minutes. The organic phase was separated, filtered through celite, washed with water, dried (MgSO4) and reduced to dryness to provide the title compound, m.p. 103°-105°.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04761425uspto-grants-1988_08